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Chapter 18: Q 65. (page 725)

Question: Devise a synthesis of each compound from phenol and any other organic or inorganic reagents.

Short Answer

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Answer

Step by step solution

01

Organic synthesis

The preparation of organic compounds using easily available starting materials and reagents is referred to as organic synthesis.

Most of the complex organic compounds are prepared by treating simple compounds with a series of reagents.

02

Synthesis of a

Compound a can be synthesized as shown below.

Synthesis of a

03

Synthesis of b

Compound b can be synthesized as shown below

Synthesis of b

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Most popular questions from this chapter

Question: Rank the aryl halides in each group in order of increasing reactivity in nucleophilic aromatic substitution by an addition–elimination mechanism.

  1. chlorobenzene, p-fluoronitrobenzene, m-fluoronitrobenzene
  2. 1-fluoro-2,4-dinitrobenzene, 1-fluoro-3,5-dinitrobenzene, 1-fluoro-3,4-dinitrobenzene
  3. 1-fluoro-2,4-dinitrobenzene, 4-chloro-3-nitrotoluene, 4-fluoro-3-nitrotoluene

Question: Friedel-Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.

  1. How many stereogenic centers are present in the product?
  2. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.

Explain why \({{\rm{C}}_{\rm{6}}}{{\rm{H}}_{\rm{5}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{Br}}\)is not formed during the radical bromination of \({{\rm{C}}_{\rm{6}}}{{\rm{H}}_{\rm{5}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{3}}}\).

For each of the following substituted benzenes: (1) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{Br}}\); (2) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{CN}}\) ; (3) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{OCOC}}{{\bf{H}}_{\bf{3}}}\):

  1. Does the substituent donate or withdraw electron density by an inductive effect?
  2. Does the substituent donate or withdraw electron density by a resonance effect?
  3. On balance, does the substituent make a benzene ring more or less electron-rich than benzene itself?
  4. Does the substituent activate or deactivate the benzene ring in electrophilic aromatic substitution?

Question: Synthesize each compound from toluene and any other organic or inorganic reagents.
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